C. Boss et al., THE FIRST CRYSTAL-STRUCTURE ANALYSIS OF CYCLODODECA-2,8-DIYNE-1,10-DIOLS, Acta crystallographica. Section C, Crystal structure communications, 52, 1996, pp. 3069-3073
Cyclododeca-2,8-diyne-1,10-diol, (6), C12H16O2, and 1,10-dimethylcyclo
dodeca-2,8-diyne-1,10-diol, (11), C14H20O2, have been prepared and the
ir structures determined. Both crystallize in centrosymmetric space gr
oups and the molecules have approximate C-2 symmetry. For compound (6)
, the lengths of the triple bonds are 1.184(3) (C2=C3) and 1.189(3) An
gstrom (C8=C9). The bond angles at the triple bonds (C1-C2=C3 and C8=C
9-C-10) deviate by less than 6 degrees from 180 degrees. For compound
(11), the lengths of the triple bonds are 1.190(3) (C2=C3) and 1.188(3
) Angstrom (C8=C9), and the bond angles at the triple bonds are close
to 175.5 degrees. In both compounds, the two 3-hexyne chains maintain
a 'crossed' arrangement whereas the two alkylene chains are arranged i
n a manner similar to that described for unsubstituted cyclododecane.